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Investor Presentation

INSPIRATO Proven Track Record Strong Momentum in Recent Performance & Leading Indicators/KPIs Financial highlights Eight consecutive years of growth with revenue CAGR of 39% from 2012 - 2019 Demand consistently increases to meet new property supply Flexible asset-light cost structure provides ability to efficiently manage operating expenses Stronger than expected performance as pandemic concerns ease COVID recovery tailwinds evidenced by occupancy of Q3'21, ~11pp higher than Q3'191 Predictable Subscription Model with Reoccurring Revenue Upside • Attractive Unit Economics Subscription revenue provides high visibility into go-forward plan $87mm+ of 12-month forward bookings, an improvement of ~47% vs. same period in 20192 Ability to rapidly scale revenue as existing customer base increases usage Rapid payback periods on each subscriber acquired Efficient LTV CAC of 4.0x+ estimated for 2021E; leverage from greater sales and marketing efficiency expected • Demonstrated Capital Efficiency & Operating Leverage With Scale Adjusted EBITDA³ positive in both 2019 and 2020 • Asset-light leased portfolio with flexible termination rights and force majeure provides the benefits of control without the burdens of ownership Source Company financial model as of 05/07/2021 and Inspirato internal systems as of 09/30/2021 Notes: 1. As of 09/30/2021 compared to 09/30/2019 2. As of 9/30/2021 and 09/30/2019, respectively 3. Adjusted EBITDA is a non-GAAP financial measure that we define as net income (loss) before interest expense, interest income, taxes, depreciation and amortization, equity-based compensation expense, warrant fair value gains and losses, losses on sale of assets, pandemic related severance costs, public company readiness expenses, and gain on forgiveness of debt. CONFIDENTIAL 35
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